Jay’s Must-Listens: Want to Quit Your 9-5? 5 CEO’s Share the Exact Steps to Start Your Own Successful Business (No Business School Needed!)

Jay’s Must-Listens: Want to Quit Your 9-5? 5 CEO’s Share the Exact Steps to Start Your Own Successful Business (No Business School Needed!)

Have you ever thought about being your own boss?

What kind of business would you start if you could?

In this special compilation episode of On Purpose, Jay Shetty curates powerful insights from five extraordinary entrepreneurs: Emma Grede, Michael Rubin, Codie Sanchez, Brian Chesky, and Suneera Madhani, offering a dynamic, behind-the-scenes look at what it truly takes to build something meaningful from scratch. Each guest brings a unique lens to the entrepreneurial journey: Emma Grede reminds us that the most powerful companies are born by solving real problems for underserved communities; Codie Sanchez breaks down how grit, financial fluency, and deal-making are more crucial than a flashy idea; while Brian Chesky reveals that building a world-changing company like Airbnb starts with seeing your business as a reflection of your inner world.

Jay weaves these stories into a powerful masterclass on purpose-driven entrepreneurship, showing that success doesn’t come from confidence, funding, or perfection. It comes from grit, learning through failure, and showing up again and again. Michael Rubin drives home the power of obsession and adaptability, while Suneera Madhani brings it back to reality, reminding us that the biggest risk isn’t failing, it’s never starting. It’s a powerful reminder that stepping out of comfort and into aligned action is where true transformation begins.

In this episode, you'll learn:

How to Build a Purpose-Driven Brand from Scratch

How to Master Deal-Making and Speak the Language of Money

How to Stay Innovative When Success Hits

How to Start a Business Without Industry Expertise

How to Scale a Company Without Losing Your Values

How to Take Risks Without Letting Fear Lead the Way

The most meaningful work often comes from solving problems close to your heart, staying curious, and showing up even when it’s hard. You are not too late, underqualified, or behind.

With Love and Gratitude,

Jay Shetty.

Join over 750,000 people to receive my most transformative wisdom directly in your inbox every single week with my free newsletter. Subscribe here.

What We Discuss:

00:00 Intro

03:06 Start With the Problem Only You Can See

06:40 The Power of Who’s in the Room

08:10 Believe in Your Vision Before Anyone Else Does

10:44 What Really Motivates You Every Day?

13:26 Three Essential Skills for Building a Business

18:33 How to Master the Art of Deal Making

28:03 Redefining What Success Means to You

31:10 Life’s Greatest Lessons Start Within

34:17 Surround Yourself With the Right People

38:54 Can Hustle and Drive Be Taught?

40:46 Learn by Observing Others’ Mistakes

41:30 What is at the Heart of Entrepreneurship?

42:52 Bringing Innovation to What You Love

47:14 Avoid These Common Mistakes when Building a Business

49:44 Pattern Recognition Is a Business Superpower

52:05 Why Hard Conversations Build Stronger Foundations

55:34 Courage Is the First Step Toward Risk

59:46 Start by Solving a Real, Specific Problem

01:03:49 What Got You Here Won’t Get You There

See omnystudio.com/listener for privacy information.

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10 Ways To Spot Ego & How To Replace it With Self Esteem Thoughts

10 Ways To Spot Ego & How To Replace it With Self Esteem Thoughts

There are so many voices in our head and sometimes it’s hard to tell if you’re displaying ego or self-esteem. You have to notice and switch your dialogue to strengthen the voice you want. You have to switch for something higher. The Ego stops you from observing deeper and blocks curiosity. Self-Esteem allows you to approach something with fresh ears and eyes. Today I’ll share the signals that help me choose higher thoughts. See omnystudio.com/listener for privacy information.

20 Sep 201932min

Brian Grazer: ON How to Become A Confident Communicator & Connect With Anyone Genuinely

Brian Grazer: ON How to Become A Confident Communicator & Connect With Anyone Genuinely

On this episode of On Purpose, I sat down with Brian Grazer. Brian is Hollywood’s best producer and New York Times bestselling author. His credits include 24, Empire, 8 Mile, Friday Night Lights, among others. Brian breaks down why tactics and strategy will never replace real curiosity and care. You’ll learn how he went from being fearful to speak in public to viewing it as a gift. His new book is out now! Face to Face https://amazon.com See omnystudio.com/listener for privacy information.

16 Sep 201954min

6 Reasons Why It’s Never Too Late To Quit and Start Over

6 Reasons Why It’s Never Too Late To Quit and Start Over

“I wish I started earlier” Have you ever told yourself that? Or how about “It’s too late” or “it’s not going to happen for me anymore”. My follow up is: Too late for what? Too late for who? Who made up these rules? We are all made to feel that we need to have our lives figured out by 21, but to put that false expectation on yourself is absurd. Our current education system is teaching us subjects not problem solving, emotional management or self awareness. Without experience under our belts, we rush into making bad decisions. Realize there are benefits in starting later, and many people have like Samuel Jackon and Stan Lee! Today you’ll get a brand new perspective and start becoming the person you should’ve been. See omnystudio.com/listener for privacy information.

13 Sep 201929min

Kobe Bryant: ON How to be Strategic & Obsessive to Find Your Purpose

Kobe Bryant: ON How to be Strategic & Obsessive to Find Your Purpose

On this episode of On Purpose, I sat down with Kobe Bryant. Kobe is a five-time NBA Champion, two-time Olympic Gold Medalist and Oscar winner. Kobe created Granity Studios: where his new role consist of being a producer, storyteller and writer. Here’s a snippet of the brilliance you’ll witness … Kobe: “Now it's different because it's not about the awards, you just wind up trying to create something that's going to inspire someone, that hopefully through that inspiration they can inspire someone else. What I've come to learn as my career went on, that's more significant than any championship." Please support Kobe’s mission to inspire today's youth and create future champions through his new novel: Legacy and The Queen https://amazon.com The Punies https://apple.co/2m5t1iC See omnystudio.com/listener for privacy information.

9 Sep 201944min

Birthday Episode: 12 Life Lessons I’ve Learned This Year

Birthday Episode: 12 Life Lessons I’ve Learned This Year

When I lived as a Monk we were recommended to reflect every 2-4 weeks. Usually we wait for new years resolution, but for me my birthday has always been a time for deep reflection. It’s important to reflect on the lessons from the past because they are the only thing you can truly take with you to the future. Life will teach you the same lessons over and over if you fail to listen. So much more than I could’ve ever imagined has happened this year, and I want to share the lessons with you. Get ready! See omnystudio.com/listener for privacy information.

6 Sep 201936min

Marie Forleo: ON Starting Before You Are Ready

Marie Forleo: ON Starting Before You Are Ready

On this episode of On Purpose, I sat down with Marie Forleo. Marie Forleo is a life coach, motivational speaker, author and host of the award-winning show Marie TV. She’s also an international bestselling author and has been translated into 16 languages. She talks about how her starting before she was ready opened up massive opportunity. Marie shares that all your answers are already within you, and gives us steps on how to best access them. She also adds that clarity comes from engagement and not thoughts, she believes we must be physically engaged to better feel our way into our truth. Her new book, Everything is Figureoutable, releases September 10, 2019! Pre-order now https://everythingisfigureoutable.com/freegift/ See omnystudio.com/listener for privacy information.

2 Sep 20191h 1min

Why We Want to Fit In and 7 Ways to Stand Out With Real Confidence

Why We Want to Fit In and 7 Ways to Stand Out With Real Confidence

Have you ever caught yourself trying to fit in? Maybe you’ve done it with a group of friends, in your workplace, at yoga class or in the gym. Fitting in was always something we were encouraged to do, whether it was wearing a uniform, playing the same sports as everyone else, and not showing our differences. Do you still notice and feel it today, to some degree? So how do we stand out with real confidence? Listen in to find out! See omnystudio.com/listener for privacy information.

30 Aug 201924min

Huda and Mona Kattan: ON How Being Transparent & Vulnerable Built An Empire

Huda and Mona Kattan: ON How Being Transparent & Vulnerable Built An Empire

On this episode of On Purpose, I sat down with Mona and Huda Kattan. Sisters Huda and Mona are known for their powerhouse brand: Huda Beauty, and hit reality show on Facebook Watch: Huda Boss. The Kattan sisters reminded us that not all money is worth having. They consistently turn down multi-million dollar deals if they don’t feel it aligns with their brand. This episode is powerful for any influencer, entrepreneur, or future business leader. We discussed the art of patience when pursuing large goals, and that every delay is a blessing. Huda shared how she was embarrassed to show herself without makeup, but did with the hopes it’d give others permission to as well. See omnystudio.com/listener for privacy information.

26 Aug 20191h 26min

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